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Dihydrochalcones and Diterpenoids from Pteris ensiformis and Their Bioactivities

Two new dihydrochalcone enantiomers (+)-1 and (−)-1, along with eight known compounds 3–10, were obtained from Pteris ensiformis. The planar structures were determined on the basis of extensive 1D and 2DNMR and HRESIMS. The resolution of (+)-1 and (−)-1 was achieved by chiral HPLC analysis. The abso...

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Autores principales: Shi, Yu-Sheng, Zhang, Yan, Hu, Wen-Zhong, Zhang, Xiu-Fu, Fu, Xin, Lv, Xia
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2017
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6151822/
https://www.ncbi.nlm.nih.gov/pubmed/28841162
http://dx.doi.org/10.3390/molecules22091413
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author Shi, Yu-Sheng
Zhang, Yan
Hu, Wen-Zhong
Zhang, Xiu-Fu
Fu, Xin
Lv, Xia
author_facet Shi, Yu-Sheng
Zhang, Yan
Hu, Wen-Zhong
Zhang, Xiu-Fu
Fu, Xin
Lv, Xia
author_sort Shi, Yu-Sheng
collection PubMed
description Two new dihydrochalcone enantiomers (+)-1 and (−)-1, along with eight known compounds 3–10, were obtained from Pteris ensiformis. The planar structures were determined on the basis of extensive 1D and 2DNMR and HRESIMS. The resolution of (+)-1 and (−)-1 was achieved by chiral HPLC analysis. The absolute configurations of (+)-1 and (−)-1 were established by the bulkiness rule using Rh(2)(O(2)CCF(3))(4)-induced circular dichroism (ICD) method. Compounds (+)-1, (−)-1, 8, 9 and 10 exhibited the inhibitory assay of NO production in mouse macrophages stimulated by LPS, with IC(50) values of 2.0, 2.5, 8.0, 9.5 and 5.6 μM, respectively. Otherwise, compound 10 showed moderate cytotoxic activity against HCT-116, HepG-2 and BGC-823 cell lines with IC(50) values of 3.0, 10.5 and 6.3 μM, respectively.
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spelling pubmed-61518222018-11-13 Dihydrochalcones and Diterpenoids from Pteris ensiformis and Their Bioactivities Shi, Yu-Sheng Zhang, Yan Hu, Wen-Zhong Zhang, Xiu-Fu Fu, Xin Lv, Xia Molecules Short Note Two new dihydrochalcone enantiomers (+)-1 and (−)-1, along with eight known compounds 3–10, were obtained from Pteris ensiformis. The planar structures were determined on the basis of extensive 1D and 2DNMR and HRESIMS. The resolution of (+)-1 and (−)-1 was achieved by chiral HPLC analysis. The absolute configurations of (+)-1 and (−)-1 were established by the bulkiness rule using Rh(2)(O(2)CCF(3))(4)-induced circular dichroism (ICD) method. Compounds (+)-1, (−)-1, 8, 9 and 10 exhibited the inhibitory assay of NO production in mouse macrophages stimulated by LPS, with IC(50) values of 2.0, 2.5, 8.0, 9.5 and 5.6 μM, respectively. Otherwise, compound 10 showed moderate cytotoxic activity against HCT-116, HepG-2 and BGC-823 cell lines with IC(50) values of 3.0, 10.5 and 6.3 μM, respectively. MDPI 2017-08-25 /pmc/articles/PMC6151822/ /pubmed/28841162 http://dx.doi.org/10.3390/molecules22091413 Text en © 2017 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Short Note
Shi, Yu-Sheng
Zhang, Yan
Hu, Wen-Zhong
Zhang, Xiu-Fu
Fu, Xin
Lv, Xia
Dihydrochalcones and Diterpenoids from Pteris ensiformis and Their Bioactivities
title Dihydrochalcones and Diterpenoids from Pteris ensiformis and Their Bioactivities
title_full Dihydrochalcones and Diterpenoids from Pteris ensiformis and Their Bioactivities
title_fullStr Dihydrochalcones and Diterpenoids from Pteris ensiformis and Their Bioactivities
title_full_unstemmed Dihydrochalcones and Diterpenoids from Pteris ensiformis and Their Bioactivities
title_short Dihydrochalcones and Diterpenoids from Pteris ensiformis and Their Bioactivities
title_sort dihydrochalcones and diterpenoids from pteris ensiformis and their bioactivities
topic Short Note
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6151822/
https://www.ncbi.nlm.nih.gov/pubmed/28841162
http://dx.doi.org/10.3390/molecules22091413
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